Acta Crystallographica Section C

Crystal Structure Communications

Volume 61, Part 5 (May 2005)

organic compounds

gd1371 scheme

Acta Cryst. (2005). C61, o270-o275 [doi:10.1107/S0108270105007547]

2-(2-Acetylamino-5-chlorophenyl)-2,2-difluoroethanoic acid and 2-(2-acetylamino-5-methylphenyl)-2,2-difluoroethanoic acid, and 2-(2-acetylaminophenyl)-2,2-difluoro-N-phenylacetamide and 2-(2-acetylaminophenyl)-N-(4-chlorophenyl)-2,2-difluoroacetamide: examples of variation in molecular packing and hydrogen-bonding motif induced by substituent change

N. Boechat, L. C. Maciel, A. C. Pinto, S. M. S. V. Wardell, J. M. S. Skakle and R. A. Howie

Abstract: Among the title compounds, viz. the acids C₁₀H₈ClF₂NO₃, (I), and C₁₁H₁₁F₂NO₃, (II), and the amides C₁₄H₁₄F₂N₂O₂, (III), and C₁₄H₁₃ClF₂N₂O₂, (IV), the change of substituent from Cl in (I) to methyl in (II) has a dramatic effect upon the hydrogen bonding between the molecules, which occur in layers in both cases. In the structures of (III) and (IV), hydrogen bonds connect the molecules to form chains, but the introduction of a chloro substituent in (IV) has a profound effect on the orientation of the molecules within the chains and the packing of the chains in the structure as a whole.

Formula: C₁₀H₈ClF₂NO₃, C₁₁H₁₁F₂NO₃, C₁₆H₁₄F₂N₂O₂ and C₁₆H₁₃ClF₂N₂O₂


	Structure factor file (CIF format) (653.6 kbytes) Contains datablock I

	Structure factor file (CIF format) (67.8 kbytes) Contains datablock II

	Structure factor file (CIF format) (155.9 kbytes) Contains datablock III

	Structure factor file (CIF format) (275.7 kbytes) Contains datablock IV

Notes:

To open or display or play some files, you may need to set your browser up to use the appropriate software. See the full list of file types for an explanation of the different file types and their related mime types and, where available links to sites from where the appropriate software may be obtained.

The download button will force most browsers to prompt for a file name to store the data on your hard disk.

Where possible, images are represented by thumbnails.

other supplementary material

If the supplementary material that you require is not shown in the list above, it may only be available in our hard-copy archive. However, our policy is to progressively digitize old hard-copy supplementary documents where possible.

Please help us to work towards this goal by completing the form below. This will register your wish to receive a supplementary document, which we shall scan to create a PDF and then make available via the web to you and to other requestors in the future.

Name
E-mail
Address